Реакция #430923

ord-d383a13cf04849398409b501a33df3de

Уравнение реакции

C=Cc1ccc(O)cc1
4-hydroxystyrene
CC(C)(C)OC(=O)CBr
tert-butyl bromoacetate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
C=Cc1ccc(OCC(=O)OC(C)(C)C)cc1
desired product
Выход 93.2%
C=Cc1ccc(OCC(=O)OC(C)(C)C)cc1
tert-Butyl (4-vinylphenoxy)acetate
Выход 93.2%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ТемператураAfter cooling
  2. 2
    Другоеthe inorganic salts are removed by filtration
  3. 3
    Концентрированиеthe filtrate is concentrated
  4. 4
    Промывкаwashed twice with 800 ml of 1.0N sodium hydroxide solution
  5. 5
    ДругоеThe organic phase is separated
  6. 6
    Сушкаdried over magnesium sulfate
  7. 7
    Концентрированиеconcentrated

Методика

In a 1500 ml sulfonation flask, 135.6 g (1.13 mol) of 4-hydroxystyrene and 220.2 g (1.13 mol) of tert-butyl bromoacetate are dissolved in 800 ml of acetone and to the solution are added 195.0 g (1.41 mol) of potassium carbonate and 0.8 g of potassium iodide. The resultant suspension is stirred for 4 hours at 60° C. bath temperature. After cooling, the inorganic salts are removed by filtration and the filtrate is concentrated. The oily residue is taken up in 1000 ml of diethyl ether, washed twice with 800 ml of 1.0N sodium hydroxide solution and then three times with 1000 ml of water. The organic phase is separated, dried over magnesium sulfate and concentrated, giving 246.5 g of the desired product as a clear oil (93.2 %).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05863701uspto-grants-1999_01